Pyrimidines

302964-08-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 7(1.00 g, 2.54 mmol), piperazine (2.19 g, 25.4 mmol),N,N-diisopropylethylamine (0.84 mL, 5.07 mmol) was dissolved in anhydrous 1,4-dioxane (30 ml) and refluxed for 12 h.The oil obtained by distillation under reduced pressure was washed with water / methanol, methanol / ether to give an off white solid.The crude product was recrystallized from diethyl ether to give compound 8 (0.82 g, 73%)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; You Qidong; Jiang Zhengyu; Wang Yan; Jin Yuhui; Lu Mengchen; Xu Xiaoli; Guo Xiaoke; (21 pag.)CN109761970; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1820-81-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of pyrimidine (1mmol) and ammonium sulfate (0.10mmol) in HMDS (1.5 ml) was refluxed until clear solution was obtained (3h). Then alkyl bromide (2mmol, 0.22ml), KI (0.5mmol, 83mg) and acetonitrile (2.5ml) were added. Reaction mixture was heated at 90C for 5h. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with dichloromethane and evaporated to dryness. The residue was purified by flash chromatography eluting with MeOH/dichloromethane (1/10).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1820-81-1, 5-Chlorouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mansouri, Az-Eddine El; Zahouily, Mohamed; Lazrek, Hassan B.; Synthetic Communications; (2019);,
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Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 5750-76-5

Intermediate 1 2,5-dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4- amine [0078] A mixture of 5-methyl-lH-pyrazol-3-amine (3.00 g, 30.9 mmol), 2,4,5- trichloropyrimidine (5.67 g, 30.9 mmol, 1 equiv.) and Na2CO3 (3.60 g, 34.0 mmol, 1.1 equiv.) in EtOH (100 mL) was heated at 40 0C for 24 h. The solvent was removed in vacuo. The resulting residue was partitioned between EtOAc (350 mL) and water (100 mL). The EtOAc layer was washed with water (3x), saturated aqueous NaCl (Ix) and dried over Na2SO4. The resulting EtOAc solution was concentrated in vacuo, providing the product 2,5-dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4-amine; ESMS m/z 244.0 (M + H+).

The chemical industry reduces the impact on the environment during synthesis 5750-76-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; WO2009/158431; (2009); A2;,
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Pyrimidine – Wikipedia

4595-59-9 , The common heterocyclic compound, 4595-59-9, name is 5-Bromopyrimidine, molecular formula is C4H3BrN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: In a 5 mL flask, aryl halide (1 mmol), alkyl halide (1.1 mmol),thiourea (91 mg, 1.2 mmol), CuFe2O4(12 mg, 5 mol%), K2CO3(552 mg, 4.0 mmol), H2O (0.3 mL), and PEG (2 mL) were added and stirred at 80-100C for the appropriate reaction time. After completion of reaction, the mixture was cooled to room temperature and washed with 5 mL H2O and 10 mL EtOAc. Then,after separation and evaporation of organic solvent, the crude thioethers, were purified by flash column chromatography on silica gel eluted with the appropriate mixture of (EtOAc/n-hexane).

According to the analysis of related databases, 4595-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gholinejad, Mohammad; Karimi, Babak; Mansouri, Fariborz; Journal of Molecular Catalysis A: Chemical; vol. 386; (2014); p. 20 – 27;,
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591-55-9 , The common heterocyclic compound, 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of (2,6-dimethylpyridin-4-yl)(4-(l-(/ra5-4-hydroxycyclohexyl)-6- (methylsulfonyl)-liT-pyrazolo[3,4-d]pyrimidin-3-yl)-5,6-dihydropyridin-l(2H)-yl)methanone (100 mg, 0.20 mmol) in THF (10 mL) was added a 1.0 M solution of lithium bis(trimethylsilyl)amide (LiHMDS) in THF (0.78 mL, 4.0 equiv.) at -70 C followed by slow addition of pyrimidin-5-amine (37 mg, 0.39 mmol). The reaction mixture was stirred at -70 C. After complete conversion, the reaction mixture was quenched with water (10 mL), extracted with EtOAc (3 x 10 mL), dried (Na2S04), and concentrated. The residue was purified by column chromatography with ethyl acetate/hexane and methanol/water to provide (2,6- dimethylpyridin-4-yl)(4-(l-(/ra5-4-hydroxycyclohexyl)-6-(pyrimidin-5-ylamino)-liT- pyrazolo[3,4-i/]pyrimidin-3-yl)-5,6-dihydropyridin-l(2i7)-yl)methanone (13 mg, 12%) as a pale solid.

According to the analysis of related databases, 591-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; FRYE, Stephen; (113 pag.)WO2019/222509; (2019); A1;,
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696-82-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 696-82-2, name is 2,4,6-Trifluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2,4,6-trifluoropyrimidine (278 mg, 2.07 mmol) in Et20 (10 mL) is cooled to -20 C and is treated, dropwise, with a solution of tert-butyl 4-[[4-[(1S)-1- aminoethyllphenyllmethyllpiperazine-1-carboxylate (600 mg, 1.88 mmol) in Et20 (10 mL). The resulting mixture is stirred at -20 C for 1 hour and is then allowed to warm to room temperature and is stirred overnight. The solids are removed by filtration and arewashed with additional Et20. The filtrate is washed with water, using a small portion of NaC1 additive to reduce emulsification, and the aqueous layer is back-extracted with Et20 (lx) and CH2C12 (lx). The combined organic extracts are then dried (Na2SO4), filtered,and concentrated to give a crude product that is purified by silica gel chromatographyeluting with 20-60% EtOAc/hexanes to give the title compound as a pale yellow oil (606 mg, 1.40 mmol, 74%). ES/MS (mlz): 434 (M+H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 696-82-2, 2,4,6-Trifluoropyrimidine.

Reference:
Patent; ELI LILLY AND COMPANY; LUMERAS AMADOR, Wenceslao; BAUER, Renato A.; BOULET, Serge Louis; BURKHOLDER, Timothy Paul; GILMOUR, Raymond; HAHN, Patric James; CARBALLARES MARTIN, Santiago; RANKOVIC, Zoran; (80 pag.)WO2017/213910; (2017); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 32779-36-5

Intermediate 19; Preparation of 2-(3,3-dimethylbut-1-ynyl)pyrimidine-5-carboxylic acid; 5-Bromo-2-iodo-pyrimidine The title compound was prepared according to the procedure given The Journal of Organic Chemistry, 2002, 67, 6550-6552. In 57% hydiodic acid (aqeous) precooled to 0 C. was added to solid 5-Bromo-2-chloro-pyrimidine (3.36 g, 0.0174 mol) in a 100 ml round bottom flask. The mixture was stirred vigorously at 0 C. and after 4 hours, was allowed to warm to room temp and stirred overnight. The mixture was then poured over ice and carefully neutralized by addition of solid sodium bicarbonate. Solid sodium hydrogensulfite added until mixture became colorless then the mixture was extracted with EtOAc (2¡Á200 mL). The combined organic extracts were washed with brine and dried (MgSO4), filtered and concentrated under vacuum to leave a white solid (4.2 g) which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis 32779-36-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kelly, Michael G.; Kincaid, John; Duncton, Matthew; Sahasrabudhe, Kiran; Janagani, Satyanarayana; Upasani, Ravindra B.; Wu, Guoxian; Fang, Yunfeng; Wei, Zhi-Liang; US2006/194801; (2006); A1;,
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Pyrimidine – Wikipedia

611-08-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a round-bottom flask (50 mL) was added a mixture of the desired nucleobases or other N-heterocycles (1 mmol), CSSNH (0.05 g), and HMDS (10 mL). The reaction mixture was heated at 90 C until a clear liquid was attained (Table 3). Subsequently, the catalyst was filtered and the filtrate was then evaporated using vacuum to separate the crude silylated product from HMDS. The crude product was pure enough to be applied in the next step without further purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 611-08-5, 5-Nitrouracil.

Reference:
Article; Behrouz, Somayeh; Soltani Rad, Mohammad Navid; Piltan, Mohammad Amin; Chemical Papers; vol. 74; 1; (2020); p. 113 – 124;,
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Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, molecular weight is 218.23, as common compound, the synthetic route is as follows.113583-35-0

0.48 g (2.66 mmol) of 2-mercapto-5-fluorobenzoic acid was added.2-methanesulfonyl-4,6-dimethoxypyrimidine 0.87g(4.0 mmol), 0.1 g (0.3 mmol) of tetrabutylammonium bromide in 95% ethanol,The reaction was refluxed for 15 h, and the pH was measured every two hours.Adjust the pH with a saturated aqueous solution of NaHCO3,The pH of the reaction system was maintained at 7 or higher.Post-reaction treatment: spin the reaction system,Extracted three times with NaOH aqueous solution and ethyl acetate,Extract the water layer and adjust the pH to 3-4 with HCl.At this point the aqueous solution turned into a milky white suspension.The aqueous layer was then extracted with ethyl acetate.Add silica gel and spin over the column.The column was passed through a 80:1 (dichloromethane:methanol) eluent.The product was obtained in 0.15 g.The yield was 18%.

Statistics shows that 113583-35-0 is playing an increasingly important role. we look forward to future research findings about 2-Methanesulfonyl-4,6-dimethoxypyrimidine.

Reference:
Patent; Nankai University; Wang Jianguo; Song Guoqing; Wu Renjun; (25 pag.)CN109111405; (2019); A;,
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Pyrimidine – Wikipedia

933-80-2 ,Some common heterocyclic compound, 933-80-2, molecular formula is C5H7ClN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of 6- chloro-4,5-diamino-2-methylpyrimidine (317 mg, 2.0 mmol) and l,4-dioxane-2,3-diol (240 mg, 2.0 mmol) in EtOH (15 mL) was stirred at 25 0C for 1 h. TLC analysis (1 :1hexane/EtOAc on SiO2) indicated complete consumption of starting material. l-(4- Methoxyphenyl)-ethylamine (332 mg, 2.2 mmol) and triethylamine (Et3N; 0.3 mL, 2.2 mmol) were added, and the reaction was stirred overnight. The majority of solvent was removed in vacuo and the residue was partitioned between EtOAc and H2O. The organic layer was concentrated in vacuo to leave a brown residue that was purified by column chromatography over SiO2, eluting with 2:1 EtOAc/hexane, then 100% EtOAc to afford [l-(4- methoxyphenyl)ethyl]-2-methylpteridin-4-yl-amine (126 mg) as a brown oil.

According to the analysis of related databases, 933-80-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; BREWSTER, William; DEMETER, David; ERICKSON, W.; LOWE, Christian; KLITTICH, Carla; NUGENT, Jaime; RIEDER, Brent; SIDDALL, Thomas; YAO, Chenglin; YERKES, Carla; ZHU, Yuanming; WO2011/25505; (2011); A1;,
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Pyrimidine – Wikipedia